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CAS 6559-91-7

4'-Demethylepipodophyllotoxin TCI D5653

4'-Demethylepipodophyllotoxin TCI D5653
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TCI D5653 4'-Demethylepipodophyllotoxin is a lignan compound derived from podophyllotoxin that serves as an important building block in pharmaceutical research and development. The compound features the characteristic aryl tetralin lactone framework, carrying a free phenolic group at the 4' position as a result of demethylation. In medicinal chemistry and organic synthesis laboratories, this material is recognized as a key intermediate on the route toward a wide range of semisynthetic lignan derivatives, because the free phenol and the secondary hydroxyl group on the C ring provide two functionalization points with distinctly different reactivity.

The principal value of this material lies in the stereochemical complexity that has already been established within the molecule. The podophyllotoxin skeleton contains several consecutive stereogenic centres that are extremely difficult and costly to construct through total synthesis, so beginning work from this well-defined intermediate saves a considerable number of reaction steps while improving the reproducibility of results. The epi configuration at the relevant position is likewise a defining structural feature, since it governs the outcome of subsequent glycosylation and etherification reactions. The stable solid form and its solubility in polar organic solvents such as acetone, dichloromethane, and dimethyl sulfoxide further support convenient handling on the bench.

In Indonesian laboratories, this reagent is typically used in university and institutional research groups working on medicinal chemistry, natural product derivatisation, and synthetic organic chemistry. It is normally purchased in small research quantities for multi-step synthesis programmes, structure-activity relationship studies, and the preparation of reference compounds for analytical work. Because it is supplied as a defined intermediate, it also fits teaching and postgraduate research settings where reproducible starting material is required.

  • Semisynthetic lignan derivative synthesis — the free 4' phenol and the C ring secondary hydroxyl allow selective, stepwise modification toward structurally diverse podophyllotoxin analogues without protecting the whole framework.
  • Glycosylation chemistry studies — the epi configuration at the reactive position directs the stereochemical outcome of glycoside bond formation, making this material a reliable substrate for coupling method development.
  • Etherification and derivatisation research — the differing reactivity of the phenolic and secondary hydroxyl groups permits chemoselective ether formation, giving synthetic chemists a controllable handle for building analogue libraries.
  • Medicinal chemistry structure-activity work — starting from a defined intermediate with established stereochemistry lets research teams generate analogue series efficiently and attribute activity differences to the intended structural change.
  • Reference compound preparation for analytical method development — its defined structure and stable solid form make it suitable for preparing intermediates and standards used in chromatographic and spectroscopic characterisation work.

Brand TCI (Tokyo Chemical Industry)
CAS number 6559-91-7
Molecular formula
Purity
Category Chemistry > Pharmaceutical Development and Drug Discovery Research Reagents > Building Blocks for Pharmaceutical Ingredients (for Research and Experimental Use)
Pack sizes available in small research-scale pack sizes; please confirm the currently available packaging when ordering
Physical form stable solid, soluble in polar organic solvents such as acetone, dichloromethane, and dimethyl sulfoxide
Storage keep in a tightly closed original container, protected from light and moisture

Store the material in its original tightly closed container in a cool, dry place, protected from direct light and moisture, and follow the storage conditions stated on the manufacturer's label and safety data sheet. Amber glass vials or the supplied packaging are suitable containers; avoid transferring the solid into containers that are not chemically resistant. Handle only in a well-ventilated area or fume hood, using gloves, safety glasses, and a laboratory coat, and avoid generating dust when weighing. Because this is a research-use building block for pharmaceutical ingredients, it should be handled by trained personnel and used strictly for research and experimental purposes. Prepare solutions fresh where possible, label all containers clearly, and dispose of residues in accordance with institutional chemical waste procedures.